4.7 Article

A Solvent- and Metal-Free Synthesis of 3-Chacogenyl-indoles Employing DMSO/I2 as an Eco-friendly Catalytic Oxidation System

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 9, Pages 4125-4130

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo5000779

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Funding

  1. CAPES
  2. CNPq
  3. FAPERGS
  4. INCT-Catalise
  5. FAPESC

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Herein, we describe a solvent- and metal-free method for the synthesis of 3-chalcogenyl-indoles from indoles and diorganyl dichalcogenides using an equivalent amount of DMSO as an oxidant, under catalysis by molecular iodine. This mild and eco-friendly approach allowed the preparation of a wide range of 3-selenyl- and 3-sulfenyl-indoles in good to excellent yields.

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